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US3920619A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for casting methacrylic acid polymer plate

Assignee: Mitsubishi Chemical Corp
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Filing: 1973-07-18
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Granted: 1975-11-18
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Expires: 1993-07-18
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Abstract

Abstract A process for casting a methacrylic acid polymer plate by a bulk polymerization procedure is provided. Methacrylic acid or a mixture predominantly containing methacrylic acid is polymerized in the presence of a stated amount of water. The polymer plate is of improved flame retarding and antistatic properties.

Inventors

  • 👤 Nobuo Kameda
  • 👤 Suehiro Tayama
  • 👤 Tokuo Tamaki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:15
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/04; C08F20/06; Y; Y10; Y10S; Y10S526/00; Y10S526/937

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 418 words
A PROCESS FOR CASTING A METHACRYLIC ACID POLYMER PLATE OR IMPROVED FLAME RETARDING AND ANTISTATIC PROPERTIES BY A BULK POLYMERIZATION PROCEDURE, WHICH COMPRISES POLYMERIZING IN AN ENCLOSED MOLD A MIXTURE CONSISTING ESSENTIALLY OF A METHACRYLIC ACID IN AN AMOUNT OF 20 TO 100% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS 8A), AND (C), BELOW, B. WATER IN AN AMOUNT OF 0.1 TO 1 MOLE PER MOLE OF METHACRYLIC ACID AND AT LEAST 1 PART BY WEIGHT BASED ON 100 PARTS BY WEIGHT OF THE MONOMER COMPONENTS (A), AND 8C) BELOW, AND C. AT LEAST ONE ETHYLENICALLY UNSATURATED COMPOUND COPOLYMERIZABLE WITH METHACRYLIC ACID AND CAPABLE OF FORMING A HOMOGENEOUS, TRANSPARENT SOLUTION WHEN MIXED WITH THE COMPONENTS (A) AND (B) AT A TEMPERATURE OF 25*C. SELECTED FROM THE GROUP CONSISTING OF C-I ALKYL ARACRYLATES AND ALKYL METHACRYLES, BOTH HAVING 1 TO 3 CARBON ATOMS IN THE ALKYL MOIETY, THE AMOUNT OF THE MONOMER (C-1) BEING 0 TO 80% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND (C); C-ii. ALKYL ACRYLATES OR METHACRYLATES, THE ALKYL MOIETY HAVING 4 TO 12 CARBON ATOMS, HALOGENATED ALKYL ACRYLATES OR METHACRYLATES, THE HALOGENATED ALKYL MOIETY HAVING 2 OR 3 CARBON ATOMS, STYRENE AND ALKYL-SUBSTITUTED STYRENES HAVING 1 TO 4 CARBON ATOMS IN THE ALKYL MOEITY, THE AMOUNT OF THE MONOMER (C-II) BEING 0 TO 30% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND (C); C-III. ACRYLIC ACID, ACRYLAMIDE, ACRYLONITRILE, DIACETONE ACRYLAMIDE, MALEIC ACID AND ITACONIC ACID, THE AMOUNT OF THE MONOMER (C-III) BEING 0 TO 80% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND 8C); AND C-IV. METHACRYLIC AMIDE, METHACRYLONITRILE, N-HYDROXYMETHYLACRYLIC AMIDE, 2-HYDROXYETHYL METHACRYLATE, 2HYDROXYETHYL ACRYLATE, GLYCIDYL METHACRYLATE, DIMETHYLAMINOETHYL METHACRYLATE, DIETHYLAMINOETHYLMETHACRYLATE, N-ALKYLMALEIMIDE, N-ARYLAMALEIMIDE AND METAL SALTS OF METHACRYLIC ACID OR ACRYLIC ACID, THE AMOUNT OF THE MONOMER (C-IV) BEING 0 TO 20% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND AND, OPTIONALLY 1 TO 25 PARTS BY WEIGHT. BASED ON 100 PARTS BY WEIGHT OF THE MONOMER COMPONENTS 8A) AND (C), OF AT LEAST ONE COMPOUND SELECTED FROM THE GROUP CONSISTING OF TRIALKYL PHOSPHATES, THE ALKYL MOIETY HAVING 1 TO 8 CARBON ATOMS, TRIARYL PHOSPHATES, THE ARYL MOEITY HAVING 6 TO 14 CARBON ATOMS, TRIS-HALOGENATED ALKYL PHOSPHATES, THE ALKYL MOIETY HAVING 2 TO 6 CARBON ATOMS, TRIS-HALOGENATED ALKYL PHOSPHONATES, THE ALKYL MOEITY HAVING 2 TO 6 CARBON ATOMS, AND HALOGENATED ALKYL POLYPHOSPHONATES. THE ALKYL MOIETY HAVING 2 TO 6 CARBON ATOMS.
Claim 2
Dependent Claim 418 words
A PROCESS FOR CASTING A METHACRYLIC ACID POLYMER PLATE OR IMPROVED FLAME RETARDING AND ANTISTATIC PROPERTIES BY A BULK POLYMERIZATION PROCEDURE, WHICH COMPRISES POLYMERIZING IN AN ENCLOSED MOLD A MIXTURE CONSISTING ESSENTIALLY OF A METHACRYLIC ACID IN AN AMOUNT OF 20 TO 100% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS 8A), AND (C), BELOW, B. WATER IN AN AMOUNT OF 0.1 TO 1 MOLE PER MOLE OF METHACRYLIC ACID AND AT LEAST 1 PART BY WEIGHT BASED ON 100 PARTS BY WEIGHT OF THE MONOMER COMPONENTS (A), AND 8C) BELOW, AND C. AT LEAST ONE ETHYLENICALLY UNSATURATED COMPOUND COPOLYMERIZABLE WITH METHACRYLIC ACID AND CAPABLE OF FORMING A HOMOGENEOUS, TRANSPARENT SOLUTION WHEN MIXED WITH THE COMPONENTS (A) AND (B) AT A TEMPERATURE OF 25*C. SELECTED FROM THE GROUP CONSISTING OF C-I ALKYL ARACRYLATES AND ALKYL METHACRYLES, BOTH HAVING 1 TO 3 CARBON ATOMS IN THE ALKYL MOIETY, THE AMOUNT OF THE MONOMER (C-1) BEING 0 TO 80% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND (C); C-ii. ALKYL ACRYLATES OR METHACRYLATES, THE ALKYL MOIETY HAVING 4 TO 12 CARBON ATOMS, HALOGENATED ALKYL ACRYLATES OR METHACRYLATES, THE HALOGENATED ALKYL MOIETY HAVING 2 OR 3 CARBON ATOMS, STYRENE AND ALKYL-SUBSTITUTED STYRENES HAVING 1 TO 4 CARBON ATOMS IN THE ALKYL MOEITY, THE AMOUNT OF THE MONOMER (C-II) BEING 0 TO 30% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND (C); C-III. ACRYLIC ACID, ACRYLAMIDE, ACRYLONITRILE, DIACETONE ACRYLAMIDE, MALEIC ACID AND ITACONIC ACID, THE AMOUNT OF THE MONOMER (C-III) BEING 0 TO 80% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND 8C); AND C-IV. METHACRYLIC AMIDE, METHACRYLONITRILE, N-HYDROXYMETHYLACRYLIC AMIDE, 2-HYDROXYETHYL METHACRYLATE, 2HYDROXYETHYL ACRYLATE, GLYCIDYL METHACRYLATE, DIMETHYLAMINOETHYL METHACRYLATE, DIETHYLAMINOETHYLMETHACRYLATE, N-ALKYLMALEIMIDE, N-ARYLAMALEIMIDE AND METAL SALTS OF METHACRYLIC ACID OR ACRYLIC ACID, THE AMOUNT OF THE MONOMER (C-IV) BEING 0 TO 20% BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE MONOMER COMPONENTS (A) AND AND, OPTIONALLY 1 TO 25 PARTS BY WEIGHT. BASED ON 100 PARTS BY WEIGHT OF THE MONOMER COMPONENTS 8A) AND (C), OF AT LEAST ONE COMPOUND SELECTED FROM THE GROUP CONSISTING OF TRIALKYL PHOSPHATES, THE ALKYL MOIETY HAVING 1 TO 8 CARBON ATOMS, TRIARYL PHOSPHATES, THE ARYL MOEITY HAVING 6 TO 14 CARBON ATOMS, TRIS-HALOGENATED ALKYL PHOSPHATES, THE ALKYL MOIETY HAVING 2 TO 6 CARBON ATOMS, TRIS-HALOGENATED ALKYL PHOSPHONATES, THE ALKYL MOEITY HAVING 2 TO 6 CARBON ATOMS, AND HALOGENATED ALKYL POLYPHOSPHONATES. THE ALKYL MOIETY HAVING 2 TO 6 CARBON ATOMS.
Claim 3
Dependent Claim 81 words
A process according to claim 1, wherein said mixture further contains 1 to 8 parts by weight, based on the total weight of said mixture, of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule.
Claim 4
Dependent Claim 43 words
A process according to claim 1 wherein said mixture further contains 0.01 to 5% by weight, based on the total weight of the monomer components (A) and (C), of at least one copolymerizable compound having at least two ethylenical unsaturations in the molecule.
Claim 5
Dependent Claim 45 words
A process according to claim 1, wherein said mixture is charged into the mold together with a catalytic amount of a polymerization initiator and then heated at temperatures of 40* to 120*C over a period of 20 minutes to 20 hours to effect the polymerization.
Claim 6
Dependent Claim 98 words
A process according to claim 1, wherein component (A) comprises methacrylic acid in an amount of 20 to 70% by weight based on the total weight of the monomer components (A) and (C) , component (B) comprises water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A) and (C), and component (C-i) comprises methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A) and (C).
Claim 7
Dependent Claim 81 words
A process according to claim 5, wherein said mixture further contains 1 to 8 parts by weight, based on the total weight of said mixture, of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule.
Claim 8
Dependent Claim 162 words
A process according to claim 1, wherein the mixture to be polymerized comprises A. methacrylic acid in an amount of 20 to 60% by weight based on the total weight of the monomeR components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 65% by weight based on the total weight of the monomer components (A), (C-1), and (C-2) and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3 ) below, and C-3. styrene in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3).
Claim 9
Dependent Claim 437 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 100% by weight based on the total weight of the monomer components (A), and (C) below; B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C) below; C. at least one copolymerizable ethylenically unsaturated compound capable of forming a homogeneous, transparent solution when mixed with methacrylic acid and water at a temperature of 25*C selected from the group consisting of C-i. alkyl acrylates and alkyl methacryles, both having 1 to 3 carbon atoms in the alkyl moiety, the amount of the monomer (C-i) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C); C-ii. alkyl acrylates or methacrylates, the alkyl moiety having 4 to 12 carbon atoms, halogenated alkyl acrylates or methacrylates, the halogenated alkyl moiety having 2 or 3 carbon atoms, styrene and alkyl-substituted styrenes having 1 to 4 carbon atoms in the alkyl moiety, the amount of the monomer (C-ii) being 0 to 30% by weight based on the total weight of the monomer components (A) and (C); C-iii. acrylic acid, acrylamide, acrylonitrile, diacetone acrylamide, maleic acid and itaconic acid, the amount of the monomer (C-iii) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), and C-iv. methacrylic amide, methacrylonitrile, N-hydroxymethylacrylic amide, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, glycidyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethylmethacrylate, N-alkylmaleimide, N-arylmaleimide and metal salts of methacrylic acid or acrylic acid, the amount of the monomer (C-iv) being 0 to 20% by weight based on the total weight of the monomer components (A) and (C), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A) and (C), of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization in the presence of said water.
Claim 10
Dependent Claim 437 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 100% by weight based on the total weight of the monomer components (A), and (C) below; B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C) below; C. at least one copolymerizable ethylenically unsaturated compound capable of forming a homogeneous, transparent solution when mixed with methacrylic acid and water at a temperature of 25*C selected from the group consisting of C-i. alkyl acrylates and alkyl methacryles, both having 1 to 3 carbon atoms in the alkyl moiety, the amount of the monomer (C-i) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C); C-ii. alkyl acrylates or methacrylates, the alkyl moiety having 4 to 12 carbon atoms, halogenated alkyl acrylates or methacrylates, the halogenated alkyl moiety having 2 or 3 carbon atoms, styrene and alkyl-substituted styrenes having 1 to 4 carbon atoms in the alkyl moiety, the amount of the monomer (C-ii) being 0 to 30% by weight based on the total weight of the monomer components (A) and (C); C-iii. acrylic acid, acrylamide, acrylonitrile, diacetone acrylamide, maleic acid and itaconic acid, the amount of the monomer (C-iii) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), and C-iv. methacrylic amide, methacrylonitrile, N-hydroxymethylacrylic amide, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, glycidyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethylmethacrylate, N-alkylmaleimide, N-arylmaleimide and metal salts of methacrylic acid or acrylic acid, the amount of the monomer (C-iv) being 0 to 20% by weight based on the total weight of the monomer components (A) and (C), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A) and (C), of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization in the presence of said water.
Claim 11
Dependent Claim 30 words
A method according to claim 8 wherein polymerization is effected by heating at a temperature of froM 40* to 120*C over a period of from 20 minutes to 20 hours.
Claim 12
Dependent Claim 39 words
A process according to claim 8 wherein said composition includes 0.1 to 6.0% by weight, based on the total weight of the monomer components, of an alkyl acid phosphate having 2 to 12 carbon atoms in the alkyl moiety.
Claim 13
Dependent Claim 248 words
A process according to claim 8, wherein said mixture consists essentially of A. methacrylic acid in an amount of 20 to 70% by weight based on the total weight of the monomer components (A) and (C-1) and (C-2) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A) and (C-1) and (C-2) below, C-1. methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A), (C-1) and (C-2) below, C-2. at least one copolymerizable ethylenically unsaturated compound selected from the group recited in claim 2, (C-i), (C-ii), (C-iii) and (C-iv), except for methyl methacrylate, the amount of said ethylenically unsaturated compound being the same as defined in claim 19, (C-i), (C-ii), (C-iii) and (C-iv), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A), (C-1) and (C-2), of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, and E. a catalytic amount of a polymerization initiator.
Claim 14
Dependent Claim 261 words
A process according to claim 8, wherein said mixture consists essentially of A. methacrylic acid in an amount of 20 to 60% by weight based on the total weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 65% by weight based on the total weight of the monomer components (A), (C-1), and (C-2) and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below, and C-3. styrene in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A), (C-1), (C-2) and (C-3), of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, trishalogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, and E. a catalytic amount of a polymerization initiator.
Claim 15
Dependent Claim 20 words
A process according to claim 8 wherein said halogenated alkyl phosphonates are (1) halogenated alkyl bisphosphonates expressed by the formula
Claim 16
Dependent Claim 380 words
A process for casting a methacylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 100% by weight based on the total weight of the monomer components (A), and (C) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C) below; C. at least one copolymerizable ethylenically unsaturated compound capable of forming a homogeneous, transparent solution when mixed with methacrylic acid and water at a temperature of 25*C selected from the group consisting of C-i. alkyl acrylates and alkyl methacryles, both having 1 to 3 carbon atoms in the alkyl moiety and the amount of the monomer (C-i) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), C-ii. alkyl acrylates or methacrylates, the alkyl moiety having 4 to 12 carbon atoms, halogenated alkyl acrylates or methacrylates, the halogenated alkyl moiety having 2 or 3 carbon atoms, styrene and alkyl-substituted styrenes having 1 to 4 carbon atoms in the alkyl moiety; and the amount of the monomer (C-ii) being 0 to 30% by weight based on the total weight of the monomer components (A) and (C), C-iii. acrylic acid, acrylamide, acrylonitrile, diacetone acrylamide, maleic acid and itaconic acid, the amount of the monomer (C-iii) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), and C-iv. methacrylic amide, methacrylonitrile, N-hydroxymethylacrylic amide, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate glycidyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, N-alkylmaleimide, N-arylmaleimide and metal salts of methacrylic acid or acrylic acid, the amount of the monomer (C-iv) being 0 to 20% by weight based on the total weight of the monomer components (A) and (C), D. 0.1 to 6.0% by weight, based on the total weight of the monomer components, of an alkyl acid phosphate having 2 to 12 carbon atoms in the alkyl moiety, and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization in the presence of said water
Claim 17
Dependent Claim 380 words
A process for casting a methacylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 100% by weight based on the total weight of the monomer components (A), and (C) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C) below; C. at least one copolymerizable ethylenically unsaturated compound capable of forming a homogeneous, transparent solution when mixed with methacrylic acid and water at a temperature of 25*C selected from the group consisting of C-i. alkyl acrylates and alkyl methacryles, both having 1 to 3 carbon atoms in the alkyl moiety and the amount of the monomer (C-i) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), C-ii. alkyl acrylates or methacrylates, the alkyl moiety having 4 to 12 carbon atoms, halogenated alkyl acrylates or methacrylates, the halogenated alkyl moiety having 2 or 3 carbon atoms, styrene and alkyl-substituted styrenes having 1 to 4 carbon atoms in the alkyl moiety; and the amount of the monomer (C-ii) being 0 to 30% by weight based on the total weight of the monomer components (A) and (C), C-iii. acrylic acid, acrylamide, acrylonitrile, diacetone acrylamide, maleic acid and itaconic acid, the amount of the monomer (C-iii) being 0 to 80% by weight based on the total weight of the monomer components (A) and (C), and C-iv. methacrylic amide, methacrylonitrile, N-hydroxymethylacrylic amide, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate glycidyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, N-alkylmaleimide, N-arylmaleimide and metal salts of methacrylic acid or acrylic acid, the amount of the monomer (C-iv) being 0 to 20% by weight based on the total weight of the monomer components (A) and (C), D. 0.1 to 6.0% by weight, based on the total weight of the monomer components, of an alkyl acid phosphate having 2 to 12 carbon atoms in the alkyl moiety, and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization in the presence of said water
Claim 18
Dependent Claim 376 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 60% by weight based on the total weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 65% by weight based on the total weight of the monomer components (A), (C-1), and (C-2) and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below; and C-3. styrene in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A), (C-1), (C-2) and (C-3) of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, E. a catalytic amount of a polymerization initiator, and F. 1 to 8 parts by weight, based on the total weight of the components (A), (B), (C-1), (C-2), (C-3) and (D) of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule; and then heating the mixture in the mold to effect polymerization in the presence of said water.
Claim 19
Dependent Claim 376 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 20 to 60% by weight based on the total weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 0.1 to 1 mole per mole of methacrylic acid and at least 1 part by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 65% by weight based on the total weight of the monomer components (A), (C-1), and (C-2) and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below; and C-3. styrene in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. 1 to 25 parts by weight, based on 100 parts by weight of the monomer components (A), (C-1), (C-2) and (C-3) of at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonates, the alkyl moiety having 2 to 6 carbon atoms, E. a catalytic amount of a polymerization initiator, and F. 1 to 8 parts by weight, based on the total weight of the components (A), (B), (C-1), (C-2), (C-3) and (D) of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule; and then heating the mixture in the mold to effect polymerization in the presence of said water.
Claim 20
Dependent Claim 284 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 10 to 60% by weight based on the total weight of the monomer components (A), and (C-1) (C-2) and (C-3) below, B. water in an amount of 1 to 14.6 parts by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A), (C-1) and (C-2), and (C-3), below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below, C-3. styrene in an amount of 0 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonate, the alkyl moiety having 2 to 6 carbon atoms, in an amount of 1 to 25 parts by weight based on 100 parts by weight of the monomer components (A), (C-1) (C-2) and (C-3), and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization.
Claim 21
Dependent Claim 284 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 10 to 60% by weight based on the total weight of the monomer components (A), and (C-1) (C-2) and (C-3) below, B. water in an amount of 1 to 14.6 parts by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A), (C-1) and (C-2), and (C-3), below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below, C-3. styrene in an amount of 0 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonate, the alkyl moiety having 2 to 6 carbon atoms, in an amount of 1 to 25 parts by weight based on 100 parts by weight of the monomer components (A), (C-1) (C-2) and (C-3), and E. a catalytic amount of a polymerization initiator; and then heating the mixture in the mold to effect polymerization.
Claim 22
Dependent Claim 20 words
A process according to claim 16, wherein said halogenated alkyl polyphosphonates are (1) halogenated alkyl bisphosphonates Expressed by the formula
Claim 23
Dependent Claim 368 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 10 to 60% by weight based on the total weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 1 to 14.6 parts by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A), (C-1) and (C-2), and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below, C-3. styrene in an amount of 0 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonate, the alkyl moiety having 2 to 6 carbon atoms, in an amount of 1 to 25 parts by weight based on 100 parts by weight of the monomer components (A), (C-1), (C-2) and (C-3), E. a catalytic amount of a polymerization initiator, and F. 1 to 8 parts by weight, based on the total weight of the components (A), (B), (C-1), (C-2), (C-3) and (D), of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule; and then heating the mixture in the mold to effect polymerization in the presence of said water.
Claim 24
Dependent Claim 368 words
A process for casting a methacrylic acid polymer plate of improved flame retarding and antistatic properties by a bulk polymerization procedure, which comprises enclosing in a mold a mixture consisting essentially of A. methacrylic acid in an amount of 10 to 60% by weight based on the total weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, B. water in an amount of 1 to 14.6 parts by weight based on 100 parts by weight of the monomer components (A), and (C-1), (C-2) and (C-3) below, C-1. methyl methacrylate in an amount of 30 to 80% by weight based on the total weight of the monomer components (A), (C-1) and (C-2), and (C-3) below, C-2. acrylic amide in an amount of 3 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3) below, C-3. styrene in an amount of 0 to 15% by weight based on the total weight of the monomer components (A), (C-1), (C-2) and (C-3), D. at least one compound selected from the group consisting of trialkyl phosphates, the alkyl moiety having 1 to 8 carbon atoms, triaryl phosphates, the aryl moiety having 6 to 14 carbon atoms, tris-halogenated alkyl phosphates, the alkyl moiety having 2 to 6 carbon atoms, tris-halogenated alkyl phosphonates, the alkyl moiety having 2 to 6 carbon atoms, and halogenated alkyl polyphosphonate, the alkyl moiety having 2 to 6 carbon atoms, in an amount of 1 to 25 parts by weight based on 100 parts by weight of the monomer components (A), (C-1), (C-2) and (C-3), E. a catalytic amount of a polymerization initiator, and F. 1 to 8 parts by weight, based on the total weight of the components (A), (B), (C-1), (C-2), (C-3) and (D), of at least one compound selected from the group consisting of dialkyl esters of phthalic acid, having 20 to 34 carbon atoms in the molecule, dialkyl esters of dibasic fatty acid, having 18 to 36 carbon atoms in the molecule, and alkyl esters of monobasic fatty acid, having 20 to 40 carbon atoms in the molecule; and then heating the mixture in the mold to effect polymerization in the presence of said water.

References Cited (Backward Citations)

US3030327A Cited
US3725509A Cited

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